Hot Madison Cottage Rates

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Featured Cottages in Madison

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Old Saybrook
Located in Old Saybrook, this cottage is within a 5-minute drive of Harvey's Beach and Saybrook Country Barn.
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Charming 3-bedroom cottage short walk to Chalker Beach

Charming 3-bedroom cottage short walk to Chalker Beach

Old Saybrook
With a stay at this cottage in Old Saybrook (Saybrook Manor), you'll be within a 5-minute drive of Chalker Beach and Crystal Lake Town Park.
Charming 3-bedroom cottage short walk to Chalker Beach
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Clinton
The price is AU$293 per night from 6 Apr to 7 Apr
AU$293
includes taxes & fees
6 Apr - 7 Apr
With a stay at this cottage in Clinton, you'll be within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store Museum.
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
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The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton
Located in Clinton, this cottage is within a 5-minute drive of Adam Stanton House and General Store Museum and Clinton Crossing Premium Outlets.
The gardners Cottage 1 mile from long Island Sound - pet friendly
Enchanted Waterfront Cottage

Enchanted Waterfront Cottage

Old Lyme
Located in Old Lyme, this cottage is on a lake, within a 5-minute drive of Beckett Hill State Park and Florence Griswold Museum.
Enchanted Waterfront Cottage
Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
The price is AU$529 per night from 10 Apr to 11 Apr
AU$529
includes taxes & fees
10 Apr - 11 Apr
With a stay at this cottage in Orient, you'll be on the beach, just steps from Oysterponds Historical Society and a 2-minute drive from Island's End Golf & Country ...
Orient Village — Historic Bayfront Cottage — 2025 Season
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Greenport
Located in Greenport (Pipes Cove), this cottage is within a 15-minute walk of Railroad Museum of Long Island and East End Seaport Maritime Museum.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Adorable New England Cottage,  2 min walk to Beach 🏖️, Available year round

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

Westbrook
With a stay at this cottage in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Chalker Beach and Westbrook Town Beach.
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Charming Old Lyme Cottage, Steps to Private Beach!

Charming Old Lyme Cottage, Steps to Private Beach!

Old Lyme
When you stay at this cottage in Old Lyme, you'll be near the beach and within a 5-minute drive of Rocky Neck State Park.
Charming Old Lyme Cottage, Steps to Private Beach!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Madison Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Madison will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Madison definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Madison, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Madison Cottages essential information

Accommodation
162 Cottages
Lowest Price
AU$156
Highest Price
AU$529
Popular accommodation
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC, Charming 3-bedroom cottage short walk to Chalker Beach, 1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets, The gardners Cottage 1 mile from long Island Sound - pet friendly, Enchanted Waterfront Cottage, Orient Village — Historic Bayfront Cottage — 2025 Season, 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round, Charming Old Lyme Cottage, Steps to Private Beach!

Top trending hotels in Madison

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road, Madison, CT
Fully refundableReserve now, pay when you stay
The price is AU$421 per night from 14 Apr to 15 Apr
AU$421
includes taxes & fees
14 Apr - 15 Apr
Located in Madison (Madison Center), Madison Beach Hotel is within a 5-minute drive of Deacon John Grave House and Anna Mia's.
Madison Beach Hotel
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
The price is AU$218 per night from 20 Apr to 21 Apr
AU$218
includes taxes & fees
20 Apr - 21 Apr
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
New Haven Hotel
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 6 Apr to 7 Apr
AU$156
includes taxes & fees
6 Apr - 7 Apr
With a stay at Clarion Inn in North Haven, you'll be within a 15-minute drive of Yale University and Quinnipiac University.
Clarion Inn
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Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$376 per night from 2 Apr to 3 Apr
AU$376
includes taxes & fees
2 Apr - 3 Apr
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing ...
Water's Edge Resort & Spa
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.